A8423

Amiodarone hydrochloride

≥98% (TLC), powder, ion channel blocker

• Synonym(s): (2-Butyl-3-benzofuranyl)[4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl]methanone hydrochloride, 2-Butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl ketone hydrochloride
• Empirical Formula (Hill Notation): C₂₅H₂₉I₂NO₃ · HCl
• CAS Number: 19774-82-4
• Molecular Weight: 681.77
• EC Number: 243-293-2
• MDL number: MFCD00069204
• UNSPSC Code: 12352200
• PubChem Substance ID: 24277818
• NACRES: NA.77

Properties

• product name: Amiodarone hydrochloride, ≥98%
• Assay: ≥98%
• form: powder
• originator: Wyeth
• storage temp.: 2-8°C
• SMILES string: C(=O)(C=1C=2C(OC1CCCC)=CC=CC2)C3=CC(I)=C(OCCN(CC)CC)C(I)=C3.Cl
• InChI: 1S/C25H29I2NO3.ClH/c1-4-7-11-22-23(18-10-8-9-12-21(18)31-22)24(29)17-15-19(26)25(20(27)16-17)30-14-13-28(5-2)6-3;/h8-10,12,15-16H,4-7,11,13-14H2,1-3H3;1H
• InChI key: ITPDYQOUSLNIHG-UHFFFAOYSA-N

Description

Application

Amiodarone hydrochloride has been used to study its interaction with cysteamine to stimulate autophagy in cultured biosensor cell lines. It has also been used in larval and adult organ toxicogenomic screening to analyze the transcriptional effects of pharmaceuticals.

Amiodarone hydrochloride is a non-selective ion channel blocker. Amiodarone induces an immediate influx of Ca²⁺ in Saccharomyces cerevisiae, followed by mitochondrial fragmentation and cell death. Amiodarone hydrochloride has also been used in a study to determine concentrations of thyroid disrupting substances in effluents from wastewater treatment plants.

Biochem/physiol Actions

Non-selective ion channel blocker. Amiodarone induces an immediate influx of Ca²⁺ in Saccharomyces cerevisiae, followed by mitochondrial fragmentation and cell death.

Features and Benefits

This compound was developed by Wyeth. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Substrates

CYP2C8/9 and CYP3A family (minor pathway) inhibitor and substrate; CYP2D6, CYP3A family, CYP2D6, CYP2A6, CYP2B6 desethyl-form inhibitor

Safety Information

• Pictograms: GHS08,GHS07,GHS09
• Signal Word: Warning
• Hazard Statements: H315,H319,H335,H351,H361fd,H362,H410
• Precautionary Statements: P260 - P263 - P273 - P302 + P352 - P305 + P351 + P338 - P308 + P313
• Hazard Classifications: Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 2 - Eye Irrit. 2 - Lact. - Repr. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves